| 100% | SIDNEYPOITIER | 13 | 15-Across, 30-Across, and "Lilies of the Field" star who was the first Black man to win an Academy Award for Best Actor (2 wds.) |
| 55% | SIDNEYPOITIER | 13 | First black person to win the Academy Award for Best Actor: 2 wds. |
| 51% | SIDNEYPOITIER | 13 | Star of 15- and 34-Across who won an Oscar for "Lilies of the Field": 2 wds. |
| 49% | NICOLEKIDMAN | 12 | "Moulin Rouge!" and "The Hours" star who was the first Australian to win an Oscar for Best Actress and the first to be nominated in consecutive years (2 wds.) |
| 49% | CHLOEZHAO | 9 | 16-Across director who won an Academy Award for Best Director in 2021, becoming the first non-white woman to win a directing Oscar (2 wds.) |
| 48% | BENKINGSLEY | 11 | Actor whose birthday it is today who won an Academy Award for playing Gandhi in the titular film and was knighted in 2002: 2 wds. |
| 48% | CHARLEYPRIDE | 12 | "Kiss an Angel Good Mornin'" singer who was the first Black country artist to cohost the CMA Awards (1975) and the ACM Awards (1980): 2 wds. |
| 47% | ANTHONYHOPKINS | 14 | "The Father" star who won an Academy Award for Best Actor in 2021, becoming the oldest person to win an acting Oscar (2 wds.) |
| 47% | RAMIMALEK | 9 | Actor who became the first one of Egyptian heritage to win an Oscar for Best Actor in 2019: 2 wds. |
| 47% | MAURICEJARRE | 12 | French conductor and composer who won an Academy Award for Best Original Score for the 1984 movie "A Passage to India" (2 wds.) |
| 46% | HARLANCOBEN | 11 | 17-Across and 30-Across novelist who is the first writer to win an Anthony Award, a Shamus Award, and an Edgar Award (2 wds.) |
| 45% | ISAACHAYES | 10 | "Soul Man" singer who won an Academy Award for Best Original Song for his work on the film "Shaft": 2 wds. |
| 45% | LILLIANGISH | 11 | "The Birth of a Nation" star who is the only silent era actor to win the AFI Life Achievement Award: 2 wds. |
| 44% | BENKINGSLEY | 11 | Actor born in England who won the Academy Award for Best Actor for his portrayal of Mahatma Gandhi in the movie "Gandhi": 2 wds. |
| 44% | TOBIASMENZIES | 13 | 15-Across and 30-Across actor who won an Emmy for playing Prince Philip, Duke of Edinburgh, on "The Crown" (2 wds.) |
| 43% | HERBIEHANCOCK | 13 | American bandleader and composer who won an Academy Award for Best Original Score for the 1986 movie "Round Midnight" (2 wds.) |
| 43% | LUPITANYONGO | 12 | "12 Years a Slave," 18-Across, and 32-Across star who was the first Kenyan-Mexican actress to win an Oscar (2 wds.) |
| 43% | JOHNWILLIAMS | 12 | American conductor and composer who won an Academy Award for Best Original Score for the 1982 movie "E.T. the Extra-Terrestrial" (2 wds.) |
| 42% | JESSICATANDY | 12 | "Driving Miss Daisy" star who is the oldest winner of the Academy Award for Best Actress (2 wds.) |
| 41% | DOGDAY | 6 | "___ Afternoon," 1975 film starring Al Pacino for which he was nominated for the Academy Award for Best Actor: 2 wds. |
| 41% | MARLEEMATLIN | 12 | "Children of a Lesser God" star who is the youngest winner of the Academy Award for Best Actress (2 wds.) |
| 41% | EDITHWHARTON | 12 | 13-Across and 25-Across writer who was the first woman to win a Pulitzer Prize in Literature, for her 1920 novel "The Age of Innocence" (2 wds.) |
| 41% | SIDNEY | 6 | Actor and director Poitier, the first black person to win an Oscar for best actor |
| 41% | SIDNEYPOITIER | 13 | "Lilies of the Field" actor who won a Grammy for the spoken word recording of his book "The Measure of a Man": 2 wds. |
| 40% | DANIELKALUUYA | 13 | "Judas and the Black Messiah" actor who won the 2020 Golden Globe Award for Best Supporting Actor - Motion Picture (2 wds.) |
| 40% | SIDNEYSHELDON | 13 | American author who wrote "If Tomorrow Comes", and won an Academy Award for "The Bachelor and the Bobby-Soxer": 2 wds. |
| 40% | EVELYNASHFORD | 13 | The first track and field athlete to run 100 meters under 11 seconds in an Olympic Games and who has won a total of 5 Olympic medals: 2 wds. |
| 40% | GWENJORGENSEN | 13 | American distance runner and two-time ITU World Champion who was the first to win a triathlon gold for USA in the Olympics: 2 wds. |
| 40% | ONTHEROADAGAIN | 14 | Song by 30-Across/33-Across that won a Grammy Award for Best Country Song and was inducted into the Grammy Hall of Fame (4 wds.) |
| 40% | TONYDUNGY | 9 | Hall-of-Famer who was the first Black head coach to win a 15 Across |